Indole → N-Methyl-N-[(1-methyl-2-indolyl)methyl]acrylamide

반응식

[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[CH2:10]([N:12](CC)[CH2:13]C)C.[C:17](Cl)(=[O:20])[CH:18]=[CH2:19].[CH2:22](Cl)Cl>>[CH3:10][N:12]([CH2:13][C:2]1[N:1]([CH3:22])[C:9]2[C:4]([CH:3]=1)=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:17](=[O:20])[CH:18]=[CH2:19]

참가 물질

반응물 4

HCID 798Indole

HCID 6344Dichloromethane

HCID 8471Triethylamine

HCID 13140Acryloyl chloride

생성물 1

HCID 20752825N-Methyl-N-[(1-methyl-2-indolyl)methyl]acrylamide

실험 절차

To a solution of 1-methyl-2-methylaminomethyl)indole (0.96 g, 55 mmole), from Preparation 1, and triethylamine (1.54 mL, 11.0 mmole) in CH2Cl2 (50 mL) at 5° C. was added acryloyl chloride (0.48 mL, 6.0 mmole). After 45 min, the reaction solution was poured onto H2O and the layers were separated. The organic phase was dried over Na2SO4 and concentrated to afford the title compound as a yellow oil. This was used directly without further purification.